Total Synthesis of (+)-Cyanthiwigin U

Matthew W. B. Pfeiffer and Andrew J. Phillips*
Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado 80309-0215
J. Am. Chem. Soc., 2005, 127 (15), pp 5334–5335
DOI: 10.1021/ja0509836
Publication Date (Web): March 26, 2005
Copyright © 2005 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, Andrew.Phillips@colorado.edu

Abstract

Abstract Image

A concise total synthesis of the tricyclic terpene cyanthiwigin U has been accomplished in 12 steps and 17% overall yield. The key step of the synthesis is a two-directional tandem metathesis reaction that forms the cyclohepta[e]indene core from a readily available bicyclo[2.2.2]octene.

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History

  • Published In Issue April 20, 2005
  • Received February 15, 2005

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